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M75608

Sigma-Aldrich

2-Methylpyrazine

≥99%

Synonym(s):

2-Methyl-1,4-diazine, Monomethylpyrazine

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About This Item

Empirical Formula (Hill Notation):
C5H6N2
CAS Number:
109-08-0
Molecular Weight:
94.11
Beilstein:
105778
EC Number:
203-645-8
MDL number:
MFCD00006142
UNSPSC Code:
12352100
PubChem Substance ID:
24897016
NACRES:
NA.22

Assay

≥99%

form

liquid

refractive index

n20/D 1.504 (lit.)

bp

135 °C/761 mmHg (lit.)

mp

−29 °C (lit.)

density

1.03 g/mL at 25 °C (lit.)

SMILES string

Cc1cnccn1

InChI

1S/C5H6N2/c1-5-4-6-2-3-7-5/h2-4H,1H3

InChI key

CAWHJQAVHZEVTJ-UHFFFAOYSA-N

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General description

2-Methylpyrazine is an alkyl-substituted pyrazine used as a key intermediate in the synthesis of pyrazineamide, an anti-tubercular drug.

Application

2-Methylpyrazine can be used:
  • As a ligand to prepare coordination polymer [Ag(CF3CO2)(2-Me-Pyz)], wherein 2-Me-Pyz is 2-methylpyrazine.
  • To prepare 2-cyanopyrazine via ammoxidation reaction using MoVPO catalyst.
  • As a ligand in the synthesis of fluorescent silver(I)-saccharinato complex, which exhibits blue luminescence at room temperature.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H302

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

122.0 °F - closed cup

Flash Point(C)

50 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL7170
MKCB1954V
MKBW0976V
MKBR8270V
MKBF6267V

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Two fluorescent silver (I)--saccharinato complexes of 2-methylpyrazine and pyrazine-2-carboxamide with Ag?Ag interactions
Yilmaz VT, et al.
Inorganic Chemistry Communications, 11(11), 1330-1333 (2008)
Coordination polymer of Ag trifluoroacetate with 2-methylpyrazine: Synthesis and structure of [Ag (CF3 CO2)(2-Me-Pyz)]
Kokunov YV and Gorbunova YE
Russian Journal of Coordination Chemistry, 32(11), 771-776 (2006)
Bruna R Toledo et al.
Journal of chromatography. A, 1346, 1-7 (2014-05-03)
Solid-phase microextraction (SPME) using cross-linked polymeric ionic liquid (PIL)-based sorbent coatings was used to extract volatile aroma-related compounds from coffee samples. Several PIL-based coatings were screened alongside a commercial poly(acrylate) (PA) SPME coating. The best performing PIL-based SPME fiber, poly(1-vinyl-3-hexadecylimidazolium
Florian E Kiene et al.
Journal of pharmaceutical and biomedical analysis, 110, 20-26 (2015-03-24)
Pharmaceutical excipients containing volatile odor-active molecules can be used in pharmaceutical development to increase patients' compliance. However, capturing the molecular composition of these odor-active substances is challenging. Therefore, guidance for the analytical investigation of these excipients should be developed. Using
Gustavo Luis Leonardo Scalone et al.
Journal of agricultural and food chemistry, 63(22), 5364-5372 (2015-05-15)
Pyrazines are specific Maillard reaction compounds known to contribute to the unique aroma of many products. Most studies concerning the generation of pyrazines in the Maillard reaction have focused on amino acids, while little information is available on the impact

Protocols

GC Analysis of Pyrazines in Peanut Butter

Separation of 2-Ethyl-3-methylpyrazine; 1-Methylpyrrole; 2,3-Dimethylpyrazine; 2,5-Dimethylpyrazine; 2-Ethylpyrazine, ≥98%, FG; 2,3-Diethylpyrazine; 2-Methylpyrazine; Carbon disulfide; Dimethyl disulfide; 2,6-Dimethylpyrazine

GC Analysis of Volatiles in Roasted Coffee Beans on Omegawax® after SPME using a 50/30 µm DVB/Carboxen/PDMS Fiber

-Cymene; 2,5-Dimethylpyrrole; Acetoin, ≥96%, FCC, FG; 2,5-Dimethylpyrazine; 2,6-Dimethylpyrazine; 2-Ethylpyrazine, ≥98%, FG; 2,3-Dimethylpyrazine; 4-Heptanone; 3-Ethylpyridine; 2,3,5-Trimethylpyrazine; Furfural; Pyrrole; Furfuryl acetate; Linalool; Linalyl acetate; 5-Methylfurfural; γ-Butyrolactone; 2-Acetyl-1-methylpyrrole; Furfuryl alcohol; 2-Acetylpyrrole; Pyrrole-2-carboxaldehyde

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